Can you 1) pick the pictured artists by name, 2) pick their peak career chart position in the weekly (US) Billboard Hot 100, (1-5), 3) pick the song they did it with, and 4) the year in which they did it? (Click How to Play)

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Each picture has four boxes below it. This is where you will click to place your answers. The top box is for their names. The second box is for their biggest hit song. The third box is how high that song placed, there is a #1, #2, #3, #4, and #5 song. The fourth box is for what year they did it, each a different odd numbered year from the decade of the 1990s.